Ethylene sulfide reaction products of guanylurea



Patented June 8, 1948 NITED STATES PATENT OFFICE ETHYLENE SULFIDE REACTION PRODUCTS OF GUANYLUREA corporation of Maine No Drawing. Application September 19, 1942, Serial No. 459,002

1 Claim. 1

This invention relates to the preparation of new guanylurea derivatives. More particularly it embraces the reaction of ethylene sulfide with guanylurea. It relates especially to the preparation of mercapto-alkyl guanylureas. This case is a continuation-in-part of Serial No. 370,146, filed December 14, 1940, by Leonard P. Moore and Walter P. Ericks, now Patent 2,323,409.

It is an object of this invention to prepare compounds by simple and efiicient processes. A further object is to obtain them in a conveniently utilizable form. Other and further objects as well as uses for the compounds herein prepared will be found in the following description.

The objects of this invention are attained by reacting ethylene sulfide with guanylurea.

The new preparations find a very wide range of uses. For example, they can be applied to leather as dehairing agents. They are useful also as intermediates in the preparation of resins, some forming resinous polymerization products by simply heating the product. Still others are highly effective and cheap insecticides. Still other uses are found in the compounding of rubher and rubber containing articles where the products of this invention are found to exert favorable plasticizing and some vulcanization accelerating activity.

In order to facilitate a further understanding of the invention, the following examples are given primarily for the purpose of illustrating certain more specific details thereof. The scope of the invention is not to be deemed limited thereby except as defined in the claim.

Example cc. of denatured ethyl alcohol was added with stirring to precipitate the sodium sulfate. The reaction was allowed to proceed for 30 minutes While being cooled in an ice bath. This solution was filtered, and the filtrate evaporated under vacuum on a steam bath until it weighed 17.6 g. 6 g. of ethylene sulfide was added to this aqueous solution and the mixture heated on a steam bath until refluxing ceased. Filtering the solution, Washing the precipitate three times with water and drying yielded 6.2 g. of the desired product Z-mercaptoethyl guanylurea.

It is to be understood that scope of this invention is not to be limited by the examples specifical-ly contained herein illustrating specific embodiments of the invention since many modifications and various combining weights of the reacting ingredients may be used, but that it is to be construed broadly and restricted solel by the scope of the appended claim.

We claim:

A condensation product of ethylene sulfide and guanylurea.

WALTER P. ERICKS. LEONARD P. MOORE.

REFERENCES CITED The following references are of record in the file of this patent:

UNITED STATES PATENTS 

